Self-Assembly and Emission Properties of Benzo[e]pyrene Dicarboxylic Acid in Solution and Solid States

Em, Svetlana; Iwasa, Katsuaki; Nishimoto, Mikey et al.

Asian Journal of Organic Chemistry, 2025, e00544

アクセス数:14件（2025-12-07 13:51 集計）

固定URL: https://hdl.handle.net/11094/102947

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タイトル
Self-Assembly and Emission Properties of Benzo[e]pyrene Dicarboxylic Acid in Solution and Solid States
著者
著者名
Em, Svetlana
著者名
Iwasa, Katsuaki
著者名
Nishimoto, Mikey
NRID
1000060636819 1000060636819
ORCID
0000-0003-4278-2015 0000-0003-4278-2015
researchmap permalink
yumiyakiyama yumiyakiyama
Scopus Author ID
57195377416 57195377416
著者名
Yakiyama, Yumi
NRID
1000000262147 1000000262147
ORCID
0000-0001-5783-4151 0000-0001-5783-4151
researchmap permalink
read0184917 read0184917
Scopus Author ID
7402869823 7402869823
著者名
Sakurai, Hidehiro
キーワード等
Excimer Emission
Hydrogen-bond
Molecular crystal
Pyrene
内容
Em S., Iwasa K., Nishimoto M., et al. Self-Assembly and Emission Properties of Benzo[e]pyrene Dicarboxylic Acid in Solution and Solid States. Asian Journal of Organic Chemistry, e00544 (2025); https://doi.org/10.1002/ajoc.202500544.
抄録
A new pyrene derivative, 1, containing a benzene dicarboxylic acid moiety at the K-region of pyrene was studied to explore its potential for producing highly sensitive self-assembled structures in both solid and solution states. Single crystal X-ray analysis revealed that 1 shows crystal polymorphism, producing two distinct structures: a non-solvated form (crystal A) and a solvent-incorporated form (crystal B). The effects of the external environment on the self-assembly process, as well as the optical properties of the compound in solid and solution states were investigated. Solid-state emission spectroscopy revealed excimer emission from the pyrene units in both crystals, consistent with the observed packing structures. In the case of the solution, three key factors were identified to affect the photophysical behavior: 1) concentration, 2) hydrogen-bonding, and 3) pH. A clear bathochromic shift was observed under acidic conditions, attributed to changes in protonation states and stacking modes between acidic and basic environments.
出版者
John Wiley and Sons Inc
収録物名
Asian Journal of Organic Chemistry
ページ
e00544
刊行年月
2025-07-29
言語
英語
ハンドルURL
https://hdl.handle.net/11094/102947
PISSN
21935807
eISSN
21935815
関連情報 (isIdenticalTo)
DOI (出版社版)
https://doi.org/10.1002/ajoc.202500544
アクセス権
open access
権利情報
This article is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.
出版タイプ
Version of Record
カテゴリ
学術雑誌論文 Journal Article